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Complete pi-facial diastereoselectivity in Diels-Alder reactions of dissymmetric 2,4-cyclohexadienones
Authors:Hou Hui-Fang  Peddinti Rama Krishna  Liao Chun-Chen
Institution:Department of Chemistry, National Tsing Hua University, Hsinchu 300, Taiwan, Republic of China.
Abstract:reaction: see text] The studies in the Diels-Alder reactions of 5-methoxy-masked o-benzoquinone (1a, R = OMe) and simple dissymmetric 2,4-cyclohexadienones 1b-e with methyl vinyl ketone, styrene, and benzyl vinyl ether are described. The dienones 1b-e reacted with dienophiles to form syn adducts (dienophile approach is syn to allylic methoxy group) exclusively.
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